Just do what 75% of all the other ass hats in Cbus that have never owned a bike do and buy a BUSA! Cause they go 465mph and no one can ever beat you.
Above is my moment of sarcasm for the evening filled with somewhat statistical truth. Anyways I think you might be happier in the long run if you got a used 600. Look at the 02-03 GSXR. They are fuel injected, look good, plenty of power for what you need, lightweight, and can be found at a great price. a sportbike depreciates to much to ever be looked at as an investment. Although I see where you are coming from looking for the best deal for you pocket in the long run I believe that if you are truly interested in your decision on a long term basis you would consider buying a 600 as stated above and ride it for a season or two, learn the bike, learn riding, and also learn what you like and what you dislike in a motorcycle so then you can sell your 600 for near what you have in it after a year or two of riding to then only purchase exactly what you are looking for and not what you think you are looking for in terms of a motorcycle, therefore being the best deal for you on a long term ownership/investment.